Chicago Investment Analysis
Investment Property in Chicago, IL
Chicago, IL Real Estate Investment Performance
$ 389,000
Median
1,695
Avg/Sq.ft.
2.00%
Traditional
-1.00%
Airbnb
3,604
Investment
29,060
Airbnb
5,320
Traditional
19%
Airbnb occupancy rate
Chicago, IL Properties Rental Prices
Predict Short-Term Rental Revenue
Want to host your STR property on Airbnb?
Our Airbnb calculator is a free tool to calculate how much can you make on Airbnb.
Investment Properties for Sale in Chicago, IL
$99,000
MLS 12578470
Other
CAP RATE
Trad.
8.26%
Airbnb
7.64%
$262,000
MLS 12590750
Other
CAP RATE
Trad.
7.24%
Airbnb
7.32%
$99,000
MLS 12586062
Other
CAP RATE
Trad.
11.73%
Airbnb
7.52%
$126,500
MLS 12516925
Other
CAP RATE
Trad.
11.79%
Airbnb
7.11%
$225,000
MLS 12524943
Other
CAP RATE
Trad.
7.14%
Airbnb
6.67%
$299,900
MLS 12534555
Other
CAP RATE
Trad.
5.99%
Airbnb
6.43%
$124,900
MLS 12561753
Other
CAP RATE
Trad.
8.87%
Airbnb
6.34%
$109,900
MLS 12582802
Single Family Residential
CAP RATE
Trad.
10.55%
Airbnb
6.34%
Single Family Houses for Sale in Chicago, IL
$109,900
MLS 12582802
Single Family Residential
CAP RATE
Trad.
10.55%
Airbnb
6.34%
$135,000
MLS 12467729
Single Family Residential
CAP RATE
Trad.
7.69%
Airbnb
4.57%
$130,000
MLS 12528342
Single Family Residential
CAP RATE
Trad.
11.54%
Airbnb
3.63%
$96,000
MLS 12320050
Single Family Residential
CAP RATE
Trad.
12.51%
Airbnb
3.64%
$195,000
MLS 12567759
Single Family Residential
CAP RATE
Trad.
6.39%
Airbnb
3.32%
$180,000
MLS 11661896
Single Family Residential
CAP RATE
Trad.
7.82%
Airbnb
3.27%
$150,000
MLS 12434001
Single Family Residential
CAP RATE
Trad.
12.20%
Airbnb
3.05%
$160,000
MLS 12532057
Single Family Residential
CAP RATE
Trad.
7.22%
Airbnb
2.42%
Condos for Sale in Chicago, IL
$134,000
MLS 12595325
Condo/Coop
CAP RATE
Trad.
10.82%
Airbnb
4.84%
$99,000
MLS 12534215
Condo/Coop
CAP RATE
Trad.
6.53%
Airbnb
4.08%
$149,000
MLS 12565166
Condo/Coop
CAP RATE
Trad.
7.60%
Airbnb
3.63%
$170,000
MLS 12600132
Condo/Coop
CAP RATE
Trad.
7.81%
Airbnb
3.01%
$92,000
MLS 12576203
Condo/Coop
CAP RATE
Trad.
7.56%
Airbnb
3.02%
$157,000
MLS 12601288
Condo/Coop
CAP RATE
Trad.
8.79%
Airbnb
2.86%
$160,000
MLS 12602269
Condo/Coop
CAP RATE
Trad.
6.87%
Airbnb
2.79%
$174,900
MLS 12603031
Condo/Coop
CAP RATE
Trad.
6.89%
Airbnb
2.32%
Townhouses for Sale in Chicago, IL
$139,000
MLS 12578870
Townhouse
CAP RATE
Trad.
5.44%
Airbnb
4.89%
$138,000
MLS 12603826
Townhouse
CAP RATE
Trad.
10.03%
Airbnb
3.99%
$165,200
MLS 12586373
Townhouse
CAP RATE
Trad.
5.71%
Airbnb
3.95%
$199,873
MLS 12570307
Townhouse
CAP RATE
Trad.
4.93%
Airbnb
2.91%
$219,900
MLS 12123769
Townhouse
CAP RATE
Trad.
6.79%
Airbnb
2.02%
$106,900
MLS 12587935
Townhouse
CAP RATE
Trad.
9.81%
Airbnb
1.66%
$199,995
MLS 12598303
Townhouse
CAP RATE
Trad.
5.17%
Airbnb
1.46%
$149,900
MLS 12563773
Townhouse
CAP RATE
Trad.
4.58%
Airbnb
1.29%
Top Chicago, IL Neighborhoods - Real Estate Market Analysis
Englewood
$339,000
Median for city
8.64%
Traditional
10.14%
Airbnb
$ 1,066
Traditional
$ 1,858
Airbnb
42%
Airbnb occupancy rate
Fuller Park
$339,000
Median for city
9.89%
Traditional
14.16%
Airbnb
$ 1,076
Traditional
$ 2,304
Airbnb
45%
Airbnb occupancy rate
The Island
$339,000
Median for city
5.97%
Traditional
10.54%
Airbnb
$ 1,249
Traditional
$ 2,714
Airbnb
53%
Airbnb occupancy rate
Winneconna Parkway
$339,000
Median for city
10.32%
Traditional
11.01%
Airbnb
$ 1,165
Traditional
$ 1,948
Airbnb
41%
Airbnb occupancy rate
South Austin
$339,000
Median for city
5.33%
Traditional
8.16%
Airbnb
$ 1,109
Traditional
$ 2,771
Airbnb
47%
Airbnb occupancy rate
Archer Heights
$339,000
Median for city
6.89%
Traditional
4.32%
Airbnb
$ 1,320
Traditional
$ 1,674
Airbnb
50%
Airbnb occupancy rate
Douglas Park
$339,000
Median for city
5.21%
Traditional
5.24%
Airbnb
$ 1,196
Traditional
$ 2,430
Airbnb
50%
Airbnb occupancy rate
South Chicago
$339,000
Median for city
7.36%
Traditional
8.04%
Airbnb
$ 1,109
Traditional
$ 1,321
Airbnb
33%
Airbnb occupancy rate
Grand Crossing
$339,000
Median for city
6.07%
Traditional
8.71%
Airbnb
$ 1,099
Traditional
$ 2,053
Airbnb
50%
Airbnb occupancy rate
Pullman
$339,000
Median for city
8.75%
Traditional
6.94%
Airbnb
$ 1,229
Traditional
$ 1,587
Airbnb
53%
Airbnb occupancy rate
Popular Blog Posts
Real Estate Comps API: How to Build Smarter Valuation & DSCR Models
Mar 25 2026
, by Daniela Andreevska
Best Airbnb Data API in 2026: Mashvisor vs AirDNA vs ATTOM vs RentCast vs Airbtics vs AirROI
Mar 25 2026
, by Daniela Andreevska
Mashvisor Partners with BiggerPockets to Connect Investors with a Nationwide Network of Investor-Friendly Real Estate Agents
Mar 11 2026
, by Yassine Ugazu
Mashvisor Partners with Akrivis to Expand Third-Party Real Estate Valuation Services for Investors
Mar 11 2026
, by Yassine Ugazu
Popular Airbnb Topics
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2025/09/Copilot_20250901_142238-585x390.png)
How to Survive Airbnb’s 15.5% Single Fee for Hosts and PMS Users with Mashvisor’s Rental Calculator
Sep 1 2025
, by Marina Kolyvanova
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2022/02/How-to-Find-Out-the-Airbnb-Demand-in-My-Area-585x390.jpg)
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2025/04/best-short-term-rental-markets-2025-585x390.jpg)
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2019/12/The-Most-Profitable-Types-of-Real-Estate-Investment-for-2020-585x390.jpg)
![%=topPerformingBlogs[i].title%>](https://images.mashvisor.com/40X40/C/https://www.mashvisor.com/blog/wp-content/uploads/2023/08/best-airbnb-locations-585x390.jpg)
The Best Airbnb Locations: Top US Cities for Investment and Profit
Oct 14 2024
, by Celso Trinidad Jr.
Best Short Term Rental Markets
Find great vacation rentals for sale in the top performing markets
Short Term Rentals For SaleAirbnb Vacation Rentals in Chicago, IL
$141 per night
Airbnb occupancy rate 11%
Apartment 1 · 1 · 3
Rental Income: $479 per month
1236
$135 per night
Airbnb occupancy rate 8%
Apartment 0 · 1 · 2
Rental Income: $311 per month
943
$161 per night
Airbnb occupancy rate 25%
Apartment 2 · 1 · 4
Rental Income: $1,221 per month
858
$181 per night
Airbnb occupancy rate 38%
Loft 2 · 2 · 4
Rental Income: $2,066 per month
850
$149 per night
Airbnb occupancy rate 39%
Apartment null · 1 · 2
Rental Income: $1,776 per month
746
$236 per night
Airbnb occupancy rate 16%
Apartment 2 · 1 · 5
Rental Income: $1,141 per month
729
$65 per night
Airbnb occupancy rate 48%
Apartment 1 · 1 · 2
Rental Income: $948 per month
688
$110 per night
Airbnb occupancy rate 21%
Loft 2 · 1 · 4
Rental Income: $688 per month
666
Real Estate Investment Analysis - Other Cities in illinois
| City Name | Property price | Cash on cash return | Rental Income | No. of Properties | Airbnb Occupancy Rate | ||
|---|---|---|---|---|---|---|---|
| Median | traditional | Airbnb | traditional | Airbnb | |||
| Springfield | $229,900 | 7% | 3% | $1,746 | $1,645 | 1,014 | 38% |
| Rockford | $190,000 | 8% | 3% | $1,558 | $1,372 | 265 | 32% |
| Naperville | $675,000 | 2% | 1% | $3,013 | $2,087 | 258 | 32% |
| Midlothian | $446,949 | 6% | 1% | $1,933 | $1,600 | 170 | 24% |
Your search for investment property begins and ends here